[(1R,3E,5R,7S,11S,12R,13S,14S)-11,13-dihydroxy-3,6,6,10,14-pentamethyl-2-oxo-1-tricyclo[10.3.0.05,7]pentadeca-3,9-dienyl] benzoate

Details

• Internal ID: dec8ab8b-f4d5-4103-8e36-019da4fa5b16
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(1R,3E,5R,7S,11S,12R,13S,14S)-11,13-dihydroxy-3,6,6,10,14-pentamethyl-2-oxo-1-tricyclo[10.3.0.05,7]pentadeca-3,9-dienyl] benzoate
• SMILES (Canonical): CC1CC2(C(C1O)C(C(=CCC3C(C3(C)C)C=C(C2=O)C)C)O)OC(=O)C4=CC=CC=C4
• SMILES (Isomeric): C[C@H]1C[C@]2([C@H]([C@H]1O)[C@@H](C(=CC[C@H]3[C@H](C3(C)C)/C=C(/C2=O)\C)C)O)OC(=O)C4=CC=CC=C4
• InChI: InChI=1S/C27H34O5/c1-15-11-12-19-20(26(19,4)5)13-16(2)24(30)27(14-17(3)23(29)21(27)22(15)28)32-25(31)18-9-7-6-8-10-18/h6-11,13,17,19-23,28-29H,12,14H2,1-5H3/b15-11?,16-13+/t17-,19-,20+,21-,22+,23-,27+/m0/s1
• InChI Key: LIXVTMWBYCIOIH-YLRNITPZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₄O₅
• Molecular Weight: 438.60 g/mol
• Exact Mass: 438.24062418 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.10
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9788	97.88%
Caco-2	+	0.5060	50.60%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6916	69.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8960	89.60%
OATP1B3 inhibitior	+	0.8381	83.81%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7370	73.70%
P-glycoprotein inhibitior	+	0.6066	60.66%
P-glycoprotein substrate	-	0.6046	60.46%
CYP3A4 substrate	+	0.6584	65.84%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.8657	86.57%
CYP3A4 inhibition	-	0.6862	68.62%
CYP2C9 inhibition	-	0.6156	61.56%
CYP2C19 inhibition	-	0.7740	77.40%
CYP2D6 inhibition	-	0.9104	91.04%
CYP1A2 inhibition	-	0.6668	66.68%
CYP2C8 inhibition	+	0.5835	58.35%
CYP inhibitory promiscuity	-	0.7258	72.58%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5590	55.90%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9261	92.61%
Skin irritation	-	0.6051	60.51%
Skin corrosion	-	0.9334	93.34%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6876	68.76%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.5183	51.83%
skin sensitisation	-	0.6395	63.95%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6372	63.72%
Acute Oral Toxicity (c)	III	0.3617	36.17%
Estrogen receptor binding	+	0.7059	70.59%
Androgen receptor binding	+	0.6705	67.05%
Thyroid receptor binding	+	0.6545	65.45%
Glucocorticoid receptor binding	+	0.7212	72.12%
Aromatase binding	+	0.5827	58.27%
PPAR gamma	+	0.6701	67.01%
Honey bee toxicity	-	0.7849	78.49%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9939	99.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.83%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.65%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.14%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.00%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.40%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.28%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	89.04%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.52%	94.62%
CHEMBL2535	P11166	Glucose transporter	82.92%	98.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.20%	91.07%

Plants that contains it

• Ceratiosicyos laevis
• Euphorbia micractina

Cross-Links

• PubChem: 163193314
• LOTUS: LTS0098071
• wikiData: Q105138574